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The Investor's Podcast (We Study Billionaires)  - The Investor’s Podcast Network
The Investor's Podcast (We Study Billionaires) - The Investor’s Podcast Network

TIP856: Airbnb (ABNB): The Business Outgrew Its Peak, The Stock Hasn't w/ Kyle Grieve & Shawn O'Malley

1 tim 26 min•29 oktober 2026

Om avsnittet

In today’s episode, Kyle Grieve and Shawn O’Malley discuss whether Airbnb’s recent slowdown was a warning sign or just building the groundwork for its next growth phase. They explore how a company that owns no homes built one of travel’s strongest brands, and why AI agents could threaten or strengthen it. You’ll also learn how Brian Chesky’s founder-led approach and new growth levers are shaping the business’s future.

IN THIS EPISODE YOU’LL LEARN:

(00:00:00) Intro

(00:11:30) Why Airbnb barely noticed when it shut off advertising

(00:17:08) What really caused Airbnb’s growth and cash flow slowdown

(00:31:20) How Airbnb is winning market share from competitors

(00:33:32) Why AI chatbots could become travel’s new gatekeepers

(00:35:21) The asset no competitor can buy, no matter their budget

(00:42:08) The hidden trade-off behind Airbnb’s Reserve Now, Pay Later

(00:56:54) Why Brian Chesky’s “founder mode” reshaped how Airbnb operates

(01:16:17) The fast-growing countries that could fuel Airbnb for decades

(01:19:55) How hotels became Airbnb’s backdoor customer acquisition channel

(01:24:29) Valuation discussion

(01:26:55) Intrinsic value of Airbnb

(01:29:10) Whether Kyle & Shawn will add to their Airbnb position in the Intrinsic Value Portfolio

Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.


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